3-[2-(2-Methoxy-ethoxy)-6-trifluoromethyl-pyridin-3-yl]-acrylic acid → N-(3-Ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-3-[2-(2-methoxy-ethoxy)-6-trifluoromethyl-pyridin-3-yl]-acrylamide

HRID 2265996Notes

Reaction equation

HRID 2265996 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:9]=[C:8]([F:10])[C:7]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[C:6]([C:16]#[CH:17])[CH:5]=1.[CH3:18][O:19][CH2:20][CH2:21][O:22][C:23]1[C:28]([CH:29]=[CH:30][C:31](O)=[O:32])=[CH:27][CH:26]=[C:25]([C:34]([F:37])([F:36])[F:35])[N:24]=1>>[C:16]([C:6]1[CH:5]=[C:4]([CH:9]=[C:8]([F:10])[C:7]=1[NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH2:3][NH:2][C:31](=[O:32])[CH:30]=[CH:29][C:28]1[C:23]([O:22][CH2:21][CH2:20][O:19][CH3:18])=[N:24][C:25]([C:34]([F:36])([F:35])[F:37])=[CH:26][CH:27]=1)#[CH:17]

Participants

3

Reactant 2

HCID 687852983-[2-(2-Methoxy-ethoxy)-6-trifluoromethyl-pyridin-3-yl]-acrylic acidHCID 866255193-Ethynyl-5-fluoro-4-methansulfonylaminobenzylamine hydrochloride

Product 1

HCID 74382618N-(3-Ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-3-[2-(2-methoxy-ethoxy)-6-trifluoromethyl-pyridin-3-yl]-acrylamideYield 70.1%

Procedure

N-(4-Aminomethyl-2-ethynyl-6-fluoro-phenyl)-methanesulfonamide HCl salt (45 mg, 0.156 mmol) was reacted with 3-[2-(2-methoxy-ethoxy)-6-trifluoromethyl-pyridin-3-yl]-acrylic acid (38 mg, 0.13 mmol) to give the title compound (47 mg, 70%).

Sources & evidence

ORD record
ord-18c257787a594492946fab0b17b277b5
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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